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101-20-2

101-20-2 Structure

101-20-2 Structure
IdentificationMore
[Name]

Triclocarban
[CAS]

101-20-2
[Synonyms]

1-(3',4'-Dichlorophenyl)-3-(4'-chlorophenyl)urea
1-(4-CHLOROPHENYL)-3-(3,4-DICHLOROPHENYL)UREA
3,4,4 TRICHLOROCARBANILIDE
3,4,4'-TRICHLOROCARBANILIDE
3,4,4'-TRICHLORODIPHENYLUREA
cusiter
CUTISAN
genoface
N-(3,4-DICHLOROPHENYL)-N'-(4-CHLOROPHENYL)UREA
N-(4-CHLOROPHENYL)-N-(3,4-DICHLOROPHENYL)-UREA
Procutene
solubacter
TCC
TRICHLOROCARBANILIDE
TRICLOCARBAN
3,4,4’-trichloro-carbanilid
Carbanilide, 3,4,4'-trichloro-
CP 78416
ENT 26925
ent26925
[EINECS(EC#)]

202-924-1
[Molecular Formula]

C13H9Cl3N2O
[MDL Number]

MFCD00013254
[Molecular Weight]

315.58
[MOL File]

101-20-2.mol
Chemical PropertiesBack Directory
[Appearance]

white crystals or powder
[Melting point ]

254-256 °C (lit.)
[Boiling point ]

344.2±42.0 °C(Predicted)
[density ]

1.5732 (rough estimate)
[vapor pressure ]

<0.1 mm Hg ( 25 °C)
[refractive index ]

1.6300 (estimate)
[Fp ]

150 °C
[storage temp. ]

Sealed in dry,Room Temperature
[solubility ]

methanol: soluble
[form ]

neat
[pka]

12.77±0.70(Predicted)
[color ]

Fine plates
[Stability:]

Stable. Combustible. Incompatible with strong oxidizing agents strong bases.
[Water Solubility ]

<0.1 g/100 mL at 26 ºC
[Merck ]

9654
[Henry's Law Constant]

2.2×105 mol/(m3Pa) at 25℃, HSDB (2015)
[Major Application]

environmental
[Cosmetics Ingredients Functions]

ANTIMICROBIAL
DEODORANT
PRESERVATIVE
[InChI]

1S/C13H9Cl3N2O/c14-8-1-3-9(4-2-8)17-13(19)18-10-5-6-11(15)12(16)7-10/h1-7H,(H2,17,18,19)
[InChIKey]

ICUTUKXCWQYESQ-UHFFFAOYSA-N
[SMILES]

Clc1ccc(NC(=O)Nc2ccc(Cl)c(Cl)c2)cc1
[LogP]

3.633 at 25℃
[CAS DataBase Reference]

101-20-2(CAS DataBase Reference)
[NIST Chemistry Reference]

3,4,4'-Trichloro carbanilide(101-20-2)
[EPA Substance Registry System]

101-20-2(EPA Substance)
Safety DataBack Directory
[Symbol(GHS) ]

Environment (GHS09)
GHS09
[Signal word ]

Warning
[Hazard statements ]

H410
[Precautionary statements ]

P273-P501
[Hazard Codes ]

N
[Risk Statements ]

R50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
[Safety Statements ]

S60:This material and/or its container must be disposed of as hazardous waste .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
[RIDADR ]

UN 3077 9/PG 3
[WGK Germany ]

2
[RTECS ]

FE1250000
[TSCA ]

TSCA listed
[REACH Registrations]

Inactive
[HazardClass ]

9
[PackingGroup ]

III
[HS Code ]

38220090
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Aquatic Acute 1
Aquatic Chronic 1
[Hazardous Substances Data]

101-20-2(Hazardous Substances Data)
[Toxicity]

LD50 ipr-mus: 2100 mg/kg LPPTAK 27,306,79
Hazard InformationBack Directory
[General Description]

Fine white plates or white powder.
[Reactivity Profile]

A halogenated amide. Organic amides/imides react with azo and diazo compounds to generate toxic gases. Flammable gases are formed by the reaction of organic amides/imides with strong reducing agents. Amides are very weak bases (weaker than water). Imides are less basic yet and in fact react with strong bases to form salts. That is, they can react as acids. Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile. The combustion of these compounds generates mixed oxides of nitrogen (NOx).
[Air & Water Reactions]

Insoluble in water.
[Fire Hazard]

The flash point of this material has not been determined. TRICLOCARBAN is, however, probably combustible.
[Chemical Properties]

white crystals or powder
[Originator]

Cutisan,Innothera,France,1960
[Uses]

Bacteriostat and antiseptic in soaps and other cleansing compositions.
[Uses]

Labelled Triclocarban
[Uses]

Used as bacteriostat and antiseptic in soaps and other cleansing compositions. Antiseptic, disinfectant.
[Definition]

ChEBI: A member of the class of ureas that is urea substituted by a 4-chlorophenyl and a 3,4-dichlorophenyl group at positions 1 and 3 respectively.
[Manufacturing Process]

To a suitable reaction vessel equipped with a thermometer, agitator and reflux condenser and containing 8.1 parts by weight (substantially 0.05 mol) of 3,4-dichloroaniline in approximately 57 parts by weight of diethyl ether is added dropwise a solution of 7.7 parts by weight (substantially 0.05 mol) of 4- chlorophenyl isocyanate in approximately 15 parts by weight of diethyl ether at such a rate so as to maintain gentle reflux. Upon completion of the isocyanate addition the reaction mass is agitated for about one hour. The mass is filtered and the residue washed with diethyl ether. The dried product is a white fluffy solid which on recrystallization from ethanol gives fine white plates of 4,3',4'-trichlorocarbanilide, melting point 255.2°C to 256.0°C (88.0% yield)
[Therapeutic Function]

Disinfectant
[Flammability and Explosibility]

Nonflammable
[Biochem/physiol Actions]

3,4,4′-Trichlorocarbanilide interferes with mammalian reproduction and can cause methemoglobinemia in humans.
[Safety Profile]

Moderately toxic byintraperitoneal route. When heated to decomposition itemits very toxic fumes of Clí and NOx.
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

N-(3,4-Dichlorophenyl)-N'-(4-chlorophenyl)urea(101-20-2).msds
Spectrum DetailBack Directory
[Spectrum Detail]

Triclocarban(101-20-2)MS
Triclocarban(101-20-2)1HNMR
Triclocarban(101-20-2)IR1
Triclocarban(101-20-2)IR2
Triclocarban(101-20-2)Raman
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

101-20-2(sigmaaldrich)
[TCI AMERICA]

3,4,4'-Trichlorocarbanilide,>98.0%(LC)(N)(101-20-2)
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